Journal
LIQUID CRYSTALS
Volume 30, Issue 1, Pages 23-30Publisher
TAYLOR & FRANCIS LTD
DOI: 10.1080/0267829021000047525
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Two series of unsymmetrical diphenyl-1,3-diketones, each species bearing one terminal alkene, have been synthesized. These diketones have been converted into their respective unsymmetrical diphenylisoxazoles [3(5)-(4-omega-alkenyloxphenyl)-5(3)-(4-alkoxyphenyl)isoxazoles] which have been isolated as equal mixtures of two regioisomers, due to 3,5- and 5,3-substitution of the isoxazole ring. The mesogenic properties of the isoxazole liquid crystals have been studied by polarizing optical microscopy and DSC. The effect of increasing alkoxy chain length (C6-C10) on the properties of the two series of isoxazoles has been examined. The isoxazoles show enantiotropic smectic C, smectic A and nematic mesophases. A detailed H-1 and C-13 NMR spectroscopic study has examined both the 1,3-diketones and isoxazoles. Proximity of the terminal alkene to the diphenyl core can greatly affect the complexity of the C-13 NMR spectra.
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